Intermolecular coupling of isomerizable alkenes to heterocycles via rhodium-catalyzed C-H bond activation

被引:129
作者
Tan, KL
Bergman, RG [1 ]
Ellman, JA
机构
[1] Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA
[2] Lawrence Berkeley Lab, Div Chem Sci, Berkeley, CA 94720 USA
关键词
D O I
10.1021/ja0281129
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This reports first intermolecular coupling of unactivated alkenes, including isomerizable alkenes, to a range of heterocycles using a Rh(I) catalyst. A variety of functional groups were incorporated, including esters, nitriles, and acetals. The intermolecular coupling became possible after it was discovered that weak acids dramatically increase the rate of both the inter- and intramolecular reactions. Copyright © 2002 American Chemical Society.
引用
收藏
页码:13964 / 13965
页数:2
相关论文
共 20 条
  • [1] A STABLE CRYSTALLINE CARBENE
    ARDUENGO, AJ
    HARLOW, RL
    KLINE, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) : 361 - 363
  • [2] Dyker G, 1999, ANGEW CHEM INT EDIT, V38, P1699, DOI 10.1002/(SICI)1521-3773(19990614)38:12<1698::AID-ANIE1698>3.0.CO
  • [3] 2-6
  • [4] Guari Y, 1999, EUR J INORG CHEM, P1047
  • [5] Herrmann WA, 2002, ANGEW CHEM INT EDIT, V41, P1290, DOI 10.1002/1521-3773(20020415)41:8<1290::AID-ANIE1290>3.0.CO
  • [6] 2-Y
  • [7] Catalytic functionalization of arenes and alkanes via C-H bond activation
    Jia, CG
    Kitamura, T
    Fujiwara, Y
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (08) : 633 - 639
  • [8] KAKIUCHI F, 1999, TOP ORGANOMET CHEM, V3
  • [9] KAKIUCHI F, 2002, ACC CHEM RES 0621
  • [10] Heterocyclic carbenes. One-pot synthesis of rhodium and iridium carbene complexes
    Kocher, C
    Herrmann, WA
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1997, 532 (1-2) : 261 - 265